CA2071438A1 - Heat-sensitive recording materials and phenol compounds - Google Patents

Heat-sensitive recording materials and phenol compounds

Info

Publication number
CA2071438A1
CA2071438A1 CA2071438A CA2071438A CA2071438A1 CA 2071438 A1 CA2071438 A1 CA 2071438A1 CA 2071438 A CA2071438 A CA 2071438A CA 2071438 A CA2071438 A CA 2071438A CA 2071438 A1 CA2071438 A1 CA 2071438A1
Authority
CA
Canada
Prior art keywords
recording materials
aralkyl
alkyl
see
heat
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA2071438A
Other languages
French (fr)
Other versions
CA2071438C (en
Inventor
Atsuo Otsuji
Toshihiro Motoshima
Yoshimitsu Tanabe
Kiyoharu Hasegawa
Kazuyoshi Kikkawa
Masakatsu Nakatsuka
Akihiro Yamaguchi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsui Chemicals Inc
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2071438A1 publication Critical patent/CA2071438A1/en
Application granted granted Critical
Publication of CA2071438C publication Critical patent/CA2071438C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/02—Monothiocarbamic acids; Derivatives thereof
    • C07C333/08—Monothiocarbamic acids; Derivatives thereof having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds
    • B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/40—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings
    • C07C271/58—Esters of carbamic acids having oxygen atoms of carbamate groups bound to carbon atoms of six-membered aromatic rings with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/18—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/20—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/43—Y being a hetero atom
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333—Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333—Non-macromolecular compounds
    • B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
    • B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Heat-sensitive recording materials contain an electron-donating chromogenic compound and an electron-attracting compound. The recording materials also contain at least one compound represented by the following formula:
(see fig. I) or (see fig. II) wherein R1 and R3 mean a hydrogen atom or an alkyl, aralkyl or aryl group, R2 and R4 denote an alkyl, alkenyl, aralkyl or aryl group, X1, X2, Y1 and Y2 stand for an oxygen or a sulfur atom, and -Z1- and -Z2- are a specific aromatic group. Also provided are phenol compounds represented by the following formula:

(see fig. III) wherein R1, R2, X1 and Y1 have the same meanings as defined above; R5 and R6 are a hydrogen or halogen atom or an alkyl, alkoxy, aralkyl, aryl or hydroxyl group, p and q stand for an integer of 1-4; R5 and R6 may be either the same or different when p and q represent an integer of 2 or greater; and -Z3- means a specific divalent group.
CA002071438A 1991-06-21 1992-06-17 Heat-sensitive recording materials and phenol compounds Expired - Fee Related CA2071438C (en)

Applications Claiming Priority (14)

Application Number Priority Date Filing Date Title
JP15041991 1991-06-21
JP150419/1991 1991-06-21
JP187399/1991 1991-07-26
JP18741591 1991-07-26
JP187415/1991 1991-07-26
JP18739991 1991-07-26
JP327546/1991 1991-12-11
JP32754691 1991-12-11
JP33841691 1991-12-20
JP338416/1991 1991-12-20
JP34077091 1991-12-24
JP340770/1991 1991-12-24
JP044534/1992 1992-03-02
JP4453492 1992-03-02

Publications (2)

Publication Number Publication Date
CA2071438A1 true CA2071438A1 (en) 1992-12-22
CA2071438C CA2071438C (en) 1999-04-06

Family

ID=27564603

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002071438A Expired - Fee Related CA2071438C (en) 1991-06-21 1992-06-17 Heat-sensitive recording materials and phenol compounds

Country Status (5)

Country Link
US (2) US5270281A (en)
EP (1) EP0524419B1 (en)
JP (1) JP3142638B2 (en)
CA (1) CA2071438C (en)
DE (1) DE69204590T2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5498772A (en) * 1993-10-14 1996-03-12 Mitsubishi Paper Mills Limited Reversible heat-sensitive recording material
US6294502B1 (en) * 1998-05-22 2001-09-25 Bayer Aktiengesellschaft Thermally-responsive record material
US6528652B1 (en) 1999-01-21 2003-03-04 Chronimed Composition and device for detecting leukocytes in urine
US6348324B1 (en) 1999-01-21 2002-02-19 Hypoguard America Limited Composition and device for detecting leukocytes in urine
GB0230015D0 (en) * 2002-12-23 2003-01-29 Novartis Ag Organic compounds
JP4975752B2 (en) 2006-09-27 2012-07-11 三井化学株式会社 Phosphate ester compounds and metal salts thereof, dental materials and dental compositions
ATE522364T1 (en) * 2007-05-10 2011-09-15 Jujo Paper Co Ltd HEAT SENSITIVE RECORDING MATERIAL
WO2024137981A1 (en) * 2022-12-22 2024-06-27 Cytokinetics, Incorporated Nampt modulators

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1218469A (en) * 1967-08-03 1971-01-06 Bayer Ag Linear polyurethanes and a process for their preparation
DE2232462A1 (en) * 1972-07-01 1974-01-10 Bayer Ag AMINOPHENOXY-SALICYLIC ACID COMPOUNDS
CH637114A5 (en) * 1978-08-16 1983-07-15 Sandoz Ag 2- (N-CARBOALKOXYAMINO) -BENZOPHENONE, THEIR PRODUCTION AND USE.
DE3008985A1 (en) * 1980-03-08 1981-10-01 Basf Ag, 6700 Ludwigshafen N-ARYL (THIOL) CARBAMATE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING UNWANTED PLANT GROWTH
JPS56144193A (en) * 1980-04-10 1981-11-10 Jujo Paper Co Ltd Heat-sensitive recording sheet
DE3020784A1 (en) * 1980-05-31 1981-12-10 Basf Ag, 6700 Ludwigshafen ARALKYLANILE DERIVATIVES AND HERBICIDES THAT CONTAIN THESE COMPOUNDS
JPS57193388A (en) * 1981-05-23 1982-11-27 Kanzaki Paper Mfg Co Ltd Thermo-sensitive recording medium
DE3148594A1 (en) * 1981-12-09 1983-07-21 Basf Ag, 6700 Ludwigshafen ANILINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING UNWANTED PLANT GROWTH
JPS58211494A (en) * 1982-06-03 1983-12-08 Fuji Photo Film Co Ltd Heat-sensitive recording meterial
JPS5967083A (en) * 1982-10-07 1984-04-16 Fuji Photo Film Co Ltd Heat senstive recording material
JPS6056588A (en) * 1983-09-08 1985-04-02 Kanzaki Paper Mfg Co Ltd Thermal sensitive recording medium
JPS60225789A (en) * 1984-04-24 1985-11-11 Sumitomo Chem Co Ltd Thermal recording material
US4535347A (en) * 1984-05-07 1985-08-13 Appleton Papers Inc. Thermally-responsive record material
JPS641583A (en) * 1986-05-16 1989-01-05 Dainippon Ink & Chem Inc Novel thermal recording sheet
JPS637958A (en) * 1986-06-27 1988-01-13 Minolta Camera Co Ltd Printer
JPS6330878A (en) * 1986-07-24 1988-02-09 Mita Ind Co Ltd Recovery quantity measuring instrument for toner recovery tank
JPS6342590A (en) * 1986-08-08 1988-02-23 Seiko Epson Corp Color solid-state image pickup device
JPS6430640A (en) * 1987-07-28 1989-02-01 Itochu Seito Kk Method for regenerating cristobalite
EP0321973B1 (en) * 1987-12-23 1993-11-03 BOEHRINGER INGELHEIM INTERNATIONAL GmbH Expression of the virally encoded protease P2A of HRV2
JPH0211437A (en) * 1988-06-29 1990-01-16 Daihatsu Motor Co Ltd Electronic control device for automobile
JPH0218084A (en) * 1988-07-06 1990-01-22 Nikka Chem Co Ltd Sensitizer for thermal recording material
JP2715461B2 (en) * 1988-08-25 1998-02-18 ソニー株式会社 Multi video system
JPH04187491A (en) * 1990-11-21 1992-07-06 Fuji Photo Film Co Ltd Recording material
JPH06511437A (en) * 1991-10-10 1994-12-22 フィン−パワー　インターナショナル，インク． Device and method for ensuring proper machining of work sheets

Also Published As

Publication number Publication date
CA2071438C (en) 1999-04-06
JP3142638B2 (en) 2001-03-07
EP0524419B1 (en) 1995-09-06
US5270281A (en) 1993-12-14
DE69204590T2 (en) 1996-06-13
DE69204590D1 (en) 1995-10-12
JPH05306373A (en) 1993-11-19
EP0524419A1 (en) 1993-01-27
US5391806A (en) 1995-02-21

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